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Syntheses, structure, and tribological study of 1-phenyl-3-methyl-4-dodecyliminomethylenepyrazol-5-one and its complexes with copper(II)

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References

  1. Garnovskii, A.D., Nivorozhkin, A.L., and Minkin, V.I., Coord. Chem. Rev., 1993, vol. 126, no. 1, p. 1.

    Article  CAS  Google Scholar 

  2. Garnovskii, A.D. and Vasil’chenko, I.S., Usp. Khim., 2002, vol. 71, no. 11, p. 1064.

    Article  Google Scholar 

  3. Hernandez-Molina, R. and Menderos, A., Comprehensive Coordination Chemistry, Lever, A.B.P., Ed., Amsterdam: Elsevier-Pergamon Press, 2003, vol. 1, p. 411.

    Google Scholar 

  4. Garnovskii, A.D., Vasilchenko, I.S., Garnovskii, D.A., and Kharisov, B.I., J. Coord. Chem., 2009, vol. 62, no. 2, p. 151.

    Article  CAS  Google Scholar 

  5. Garnovskii, A.D., Sadimenko, A.P., Vasilchenko, I.S., Garnovskii, D.A., Sennikova, E.V., and Minkin, V.I., Adv. Heterocycl. Chem., 2009, vol. 93, p. 291.

    Article  Google Scholar 

  6. Metelitsa, A.V., Burlov, A.S., Bezuglyi, S.O., Borodkina, I.G., Bren’, V.A., Garnovskii, A.D., and Minkin, V.I., Koord. Khim., 2006, vol. 32, no. 12, p. 894.

    Google Scholar 

  7. Metelitsa, A.V., Burlov, A.S., Bezuglyi, S.O., Borodkina, I.G., Vasil’chenko, I.S., Garnovskii, D.A., Mashchenko, S.A., Borodkin, G.S., Garnovskii, A.D., and Minkin, V.I., RF Patent, no. 2395512., 2010, Byul. Izobr., no. 21, 27.07.2010.

  8. You, Y. and Park, Y., J. Chem. Soc. Dalton Trans., 2009, no. 8, p. 1267.

  9. Zhang, L., Jiang, F., and Zhou, Y., J. Coord. Chem., 2009, vol. 62, no. 9, p. 1476.

    Article  CAS  Google Scholar 

  10. Burlov, A.S., Uraev, A.I., Ikorskii, V.N., Nikolaevskii, S.A., Koshchienko, Yu.V., Vasil’chenko, I.S., Garnovskii, D.A., Vlasenko, V.G., Zubavichus Ya.V., Divaeva, L.N., Borodkin, G.S., and Garnovskii, A.D., Zh. Obshch. Khim., 2008, vol. 78, no. 6, p. 1002.

    Google Scholar 

  11. Garnovskii, A.D., Vasil’chenko, I.S., Garnovskii, D.A., Burlov, A.S., Uraev, A.I., Ross. Khim. Zh., 2009, vol. 53, no. 1, p. 100.

    CAS  Google Scholar 

  12. Burlov, A.S., Ikorskii, V.N., Nikolaevskii, S.A., Koshchienko, Yu.V., Vlasenko, V.G., Zubavichus, Ya.V., Uraev, A.I., Vasil’chenko, I.S., Garnovskii, D.A., Borodkin, G.S., and Garnovskii, A.D., Zh. Neorg. Khim., 2008, vol. 53, no. 10, p. 1677.

    CAS  Google Scholar 

  13. Burlov, A.S., Nikolaevskii, S.A., Bogomyakov, A.S., Vasil’chenko, I.S., Koshchienko, Yu.V., Vlasenko, V.G., Uraev, A.I., Garnovskii, D.A., Sennikova, E.V., Ikorskii, V.G., Borodkin, G.S., Garnovskii, A.D., and Minkin, V.I., Koord. Khim., 2009, vol. 35, no. 7, p. 495.

    Google Scholar 

  14. Garnovskii, A.D., Burlov, A.S., Starikov, A.G., Metelitsa, A.V., Vasil’chenko, I.S., Bezuglyi, S.O., Nikolaevskii, S.A., Borodkina, I.G., and Minkin, V.I., Koord. Khim., 2010, vol. 36, no. 7, p. 483.

    Google Scholar 

  15. Gibson, V.S. and Spitzmesser, S.K., Chem. Rev., 2003, vol. 103, no. 2, p. 283.

    Article  CAS  Google Scholar 

  16. Bren’, V.A., Usp. Khim., 2001, vol. 70, no. 12, p. 1152.

    Google Scholar 

  17. Burgette, S.C., Lippard, S.J., Coord. Chem. Rev., 2001, vol. 216–217, p. 334.

    Google Scholar 

  18. Bren’, V.A., Dubonosov, A.D., Tsukanov, A.V., and Minikn, V.I., Ross. Khim. Zh., 2009, vol. 53, no. 1, p. 42.

    Google Scholar 

  19. Chigarenko, G.G., Ponomarenko, A.G., Bolotnikov, V.S., Alekseev, V.A., Burlov, A.S., Garnovskii, A.D., and Barchan, G.P., Trenie i Iznos, 1989, vol. 10, no. 6, p. 1050.

    CAS  Google Scholar 

  20. Kuzharov, A.S., Effect Beziznosnosti i Tribotekhnologii, 1992, no. 2, p. 3.

  21. Kuzharov, A.S., Burlakova, A.E., Zadoshchenko, E.G., Kuzharov, A.A., Uraev, A.I., Burlov, A.S., Kravchik, K., and Garnovskii, A.D., Trenie i Iznos, 2005, vol. 26, no. 6, p. 628.

    CAS  Google Scholar 

  22. Chigarenko, G.G., Ponomarenko, A.G., Burlov, A.S., Vasil’chenko, I.S., Uraev, A.I., and Garnovskii, A.D., Trenie i Iznos, 2006, vol. 27, no. 2, p. 225.

    CAS  Google Scholar 

  23. Chigarenko, G.G., Ponomarenko, A.G., Burlov, A.S., Chigarenko, A.G., Vasil’chenko, I.S., Uraev, A.I., and Garnovskii, A.D., Trenie i Iznos, 2007, vol. 28, no. 4, p. 397.

    CAS  Google Scholar 

  24. Garnovskii, A.D., Burlov, A.S., Lysenko, K.A., Garnovskii, D.A., Borodkina, I.G., Ponomarenko, A.G., Chigarenko, G.G., Nikolaevskii, S.A., and Minkin, V.I., Koord. Khim., 2009, vol. 35, no. 2, p. 122.

    Google Scholar 

  25. Ponomarenko, A.G., Chigarenko, G.G., Burlov, A.S., Bicherov, A.V., Shiryaeva, T.A., Konoplev, B.G., Ageev, O.A., Kolomiitsev, A.S., Zaichenko, S.B., Chetverikova, V.A., Garnovskii, A.D., and Minikn, V.I., Trenie i Iznos, 2010, vol. 31, no. 5, p. 353.

    Google Scholar 

  26. Chigarenko, G.G., Ponomarenko, A.G., Burlov, A.S., Vasil’chenko, I.S., Garnovskii, A.D., and Minkin, V.I., RF Patent no. 2339682, 2007, Byul. Izobr., no. 33, 27.11.2008.

  27. Chigarenko, G.G., Ponomarenko, A.G., Burlov, A.S., Vasil’chenko, I.S., Garnovskii, A.D., and Minkin, V.I., RF Patent no. 2339683, 2007, Byul. Izobr., no. 33, 27.11.2008.

  28. Chigarenko, G.G., Ponomarenko, A.G., Burlov, A.S., Vasil’chenko, I.S., Uraev, A.I., Shiryaeva, T.A., Ostrovskaya, L.S., Garnovskii, A.D., and Minkin, V.I., RF Patent no. 2374309, 2009, Byul. Izobr., no. 33, 27.11.2009.

  29. Ponomarenko, A.G., Chigarenko, G.G., Burlov, A.S., Nikolaevskii, S.A., Shiryaeva, T.A., Pavlyuk, O.V., Garnovskii, A.D., and Minkin, V.I., RF Patent no. 2374310, 2009, Byul. Izobr., no. 33, 27.11.2009.

  30. Garnovskii, A.D., Ponomarenko, A.G., Chigarenko, G.G., Burlov, A.S., Vakulenko, E.V., Bicherov, A.V., Chetverikova, V.A., and Minkin, V.I., RF Patent no. 2374311, 2009, Byul. Izobr., no. 33, 27.11.2009.

  31. Garkunov, D.A., Tribotekhnika (iznos i bezyznosnost’) Tribotecknique (Wear and Wearless), Moscow: MSKhA, 2001.

    Google Scholar 

  32. Kurkovskaya, L.N., Shapet’ko, N.N., Kvitko, I.Ya., Koshelev, Yu.N., and Samartseva, E.D., Zh. Org. Khim., 1974, vol. 10, no. 10, p. 2210.

    CAS  Google Scholar 

  33. Minkin, V.I., Garnovskii, A.D., Elguero, J., Katritzky, A.R., and Denisko, O.V., Adv. Het. Chem., 2000, vol. 76, p. 157.

    Article  CAS  Google Scholar 

  34. Antsyshkina, A.S., Sadikov, G.G., Uraev, A.I., Korshunov, O.Yu., Nivorozhkin, A.L., and Garnovskii, A.D., Kristallograf., 2000, vol. 45, no. 5, p. 850.

    CAS  Google Scholar 

  35. Antsyshkina, A.S., Sadikov, G.G., Syrbu, S.A., Rodnikova, M.N., Kiselev, M.R., Burmistrov, V.A., Kuvshinova, S.A., and Syrbu, A.A., Zh. Neorg. Khim., 2011, vol. 56, no. 11, p. 1883.

    Google Scholar 

  36. Rtishchev, N.I., El’tsov, A.V., Kvitko, I.Ya., and Allam, L.V., Zh. Obshch. Khim., 1980, vol. 50, no. 9, p. 2070.

    CAS  Google Scholar 

  37. Kvitko, I.Ya., Alam, L.V., Bobrovnikov, M.N., Avetikyan, G.B., and Panasyuk, S.L., Zh. Obshch. Khim., 1994, vol. 64, no. 4, p. 657.

    CAS  Google Scholar 

  38. John, R.P., Sreekanth, A., Rajakannan, V., Ajith, T.A., and Kurup, M.R.P., Polyhedron, 2004, vol. 23, no. 16, p. 2549.

    Article  CAS  Google Scholar 

  39. Li, P., Solanki, N., K., Ehrenberg, H., Feeder, N., Davies, J.E., Rawson, J.M., and Halcrow, M.A., J. Chem. Soc., Dalton Trans., 2000, p. 1559.

  40. Jazdzewski, B.A., Holland, P.L., Pink, M., Young, V.G., Spencer, Jr., D.J.E., and Tolman, W.B., Inorg. Chem., 2001, vol. 40, no. 5, p. 6097.

    Article  CAS  Google Scholar 

  41. Sreenivasulu, B., Zhao, F., Gao, S., and Vittal, J.J., Eur. J. Inorg. Chem., 2006, p. 2656.

  42. Losada, J., del Peso, I., and Beyer, L., Inorg. Chim. Acta., 2001, vol. 321, nos. 1–2, p. 107.

    Article  CAS  Google Scholar 

  43. Subramanian, P.S., Suresh, E., and Dastidar, P., Polyhedron, 2004, vol. 23, no. 16, p. 2515.

    Article  CAS  Google Scholar 

  44. Correia, I., Dornyei, A., Jakusch, T., Avecilla, F., Kiss, T., and Pessoa, J.C., Eur. J. Inorg. Chem., 2006, no. 14, p. 2819.

  45. Liver, E., Elektronnaya spektroskopiya neorganicheskikh soedinenii (Electronic Spectroscopy of Inorganic Compounds), Tsivadze, A.Yu., Ed., Moscow: Mir, 1987, vol. 1.

    Google Scholar 

  46. Sheldrick, G.M., SHELXS-86, Gottingen (Germany): Univ. of Gottingen, 1986.

    Google Scholar 

  47. Sheldrick, G.M., SHELXS-97, Gottingen (Germany): Univ. of Gottingen, 1986.

    Google Scholar 

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Authors and Affiliations

  1. Research Institute of Physical and Organic Chemistry, Southern Federal University, pr. Stachki 194/2, Rostov-on-Don, 344090, Russia

    A. S. Burlov, A. I. Uraev, E. V. Korshunova & G. S. Borodkin

  2. Kurnakov Institute of General and Inorganic Chemistry, Russian Academy of Sciences, Moscow, Russia

    A. S. Antsyshkina, G. G. Sadikov, V. S. Sergienko & I. L. Eremenko

  3. Southern Scientific Center, Russian Academy of Sciences, Rostov-on-Don, Russia

    D. A. Garnovskii

  4. Pedagogical Institute of Southern Federal University, Rostov-on-Don, Russia

    T. V. Lifintseva

  5. Scientific Industrial and Commercial Company “Don-Invek,”, Rostov-on-Don, Russia

    A. G. Ponomarenko & G. G. Chigarenko

Authors
  1. A. S. Burlov
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  2. A. S. Antsyshkina
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  3. G. G. Sadikov
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  4. V. S. Sergienko
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  5. A. I. Uraev
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  6. E. V. Korshunova
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  7. D. A. Garnovskii
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  8. T. V. Lifintseva
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  9. G. S. Borodkin
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  10. A. G. Ponomarenko
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  11. G. G. Chigarenko
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  12. I. L. Eremenko
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Corresponding author

Correspondence to D. A. Garnovskii.

Additional information

Original Russian Text © A.S. Burlov, A.S. Antsyshkina, G.G. Sadikov, V.S. Sergienko, A.I. Uraev, E.V. Korshunova, D.A. Garnovskii, T.V. Lifintseva, G.S. Borodkin, A.G. Ponomarenko, G.G. Chigarenko, I.L. Eremenko, 2012, published in Zhurnal Obshchei Khimii, 2012, Vol. 82, No. 11, pp. 1856–1864.

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Burlov, A.S., Antsyshkina, A.S., Sadikov, G.G. et al. Syntheses, structure, and tribological study of 1-phenyl-3-methyl-4-dodecyliminomethylenepyrazol-5-one and its complexes with copper(II). Russ J Gen Chem 82, 1846–1854 (2012). https://doi.org/10.1134/S1070363212110217

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